KR20120030459A - Herbicidal combinations comprising tefuryltrione for use in rice crops - Google Patents

Abstract

The present invention relates to a herbicide combination comprising tefuryltrione for use in rice crops, the herbicide composition comprising A) tefuryltrione and B) at least one additional herbicide.
These compositions show superior action over herbicides applied separately.

Description

Herbicidal combinations comprising tefuryltrione for use in rice crops

FIELD OF THE INVENTION The present invention relates to the technical field of plant protection compositions which can be used for unwanted plant growth, comprising an active compound combination of at least two herbicides.

More specifically, it relates to herbicide combinations for use in rice crops comprising tefuryltrione, the active substance that binds at least one additional herbicide.

US 2003-0104940, US 2003-0104941 and WO 2004/105482 describe herbicide compositions comprising tefuryltrione for use in rice crops. In practice, however, there are frequent disadvantages with regard to the use of herbicide compositions known in the literature. That is, herbicide activity is not always satisfactory, or even if it is satisfactory, unwanted damage to rice is observed.

It is an object of the present invention to make available additional herbicide combinations for use in rice crops.

The gist of the present invention is a herbicide formulation,

A) Tefuryltrione and its salts which are standard in agriculture [component (A)] and

B) herbicides amicarbazone, aminopyrarid, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, cyclosulfamuron, flucetosulfuron, foramsulfuron, indipram, ippencarbazone , Metamipop, orthosulfamuron, phenoxsullam, pinoxadene, pyrazulfol, propysulfuron, pyrimisulfan, pyroxasulfone, pyroxuslam, saflufenacyl, thiencarbazone, thiencarbazone-methyl , 3-chloro-N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -1-methyl-4- (5-methyl-5,6-dihydro-1,4,2 -Dioxazine-3-yl) -1H-pyrazol-5-sulfonamide, (2S) -2- {4-[(6-chloro-1,3-benzoxazol-2-yl) oxy] phenoxy} -N- (2-fluorophenyl) -N-methylpropanamide, 3-({[5- (difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4 -Yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2-oxazole, N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -6- to 2-methylimidazo [1,2-b] pyridazine-3-sulfonamide, 3-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridine- 3-yl} carbonyl) bicyclo [3.2.1] octane-2,4-dione, 2- (2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridine-3 -Ylcarbonyl) cyclohexane-1,3-dione, and methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate At least one compound in the group.

In the following, the terms "component (A)" and "herbicide (A)" are understood as synonyms. The same applies to the term "component (B)".

The herbicide tefuryltrione is known, for example, from EP 1 117 639 B1 and the website "http://www.alanwood.net/pesticides/index.html". The chemical structure of the herbicides mentioned above along with the IUPAC name is known, for example, from Ag Chem New Compound Review, Vol 25, 2007, and is referred to in the following compilation.

The chemical structures of the other active substances referred to by the generic name are described, for example, in "The Pesticide Manual", 14th edition, 2006, British Crop Protection Council, and the website "http://alanwood.net/pesticides/index." .html ". When the generic name of the active substance is used herein in the abbreviated form, this always includes esters and salts and all common derivatives such as isomers, in particular optical isomers, in particular commercially available forms or forms. When esters or salts are described by their generic names, they also always refer to other esters and salts, free acids and neutral compounds, and all other common derivatives such as isomers, in particular optical isomers, in particular commercially available forms or forms. Include. The names of a given compound refer to at least one of the compounds included in the generic name, usually the preferred compound.

The herbicide combinations according to the invention show, in a preferred embodiment, high compatibility with synergistic effects with respect to cultivated plants, especially rice. Synergism and high compatibility with cultivated plants can be observed, for example, in the formulation application of components (A) and (B); Even when the active substances are applied differently (splitting), they can be frequently observed. It is also possible to divide each herbicide several times, for example before pre-germination, then after germination or after early germination, followed by medium or late germination (sequential application). Preference is given to combining or near simultaneous application of the active substances of the herbicide combinations according to the invention.

The synergistic effect is a reduction in the amount of application of the respective active substances, greater efficacy at the same amount of application, relief (gaps) of species not covered so far, extension of duration of application and / or reduction in the number of times each application is necessary, As a result, it is possible to make the weed control system more economically and ecologically advantageous for the user.

The present invention also encompasses herbicide combinations comprising not only components (A) and (B), but also active substances of one or more additional pesticides with other structures, such as herbicides, insecticides, fungicides or emollients. Preferred conditions described above and below are likewise effective for these herbicide combinations.

The invention also encompasses herbicide formulations which likewise comprise components (A) and (B), as well as fertilizers, such as ammonium sulfate, ammonium nitrate, urea, potassium nitrate and mixtures thereof. Preferred conditions described above and below are likewise effective for these herbicide combinations.

The present invention also likewise encompasses herbicide formulations which, in addition to components (A) and (B), also comprise an adjuvant including, for example, emulsifiers, dispersants, mineral and vegetable oils, mixtures thereof and the like. Preferred conditions described above and below are likewise effective for these herbicide combinations.

Of particular interest are herbicide formulations having as content one or more of the following combinations of the two compounds (A + B):

 Tefuryltrione + amikabazone, tefuryltrione + aminopyralide,

Tefuryltrione + aminocyclopyrachlor,

Tefuryltrione + aminocyclopyrachlor-methyl,

Tefuryltrione + aminocyclopyrachlor-potassium,

Tefuryltrione + cyclosulfamuron, tefuryltrione + flucetosulfuron,

Tefuryltrione + Foramsulfuron, Tefuryltrion + IndaZiplam,

Tefuryltrione + ippencarbazone, tefuryltrione + metamipop,

Tefuryltrion + orthosulfamuron, tefuryltrion + phenoxalam,

Tefuryltrione + pinoxadene, tefuryltrione + pyrasulfol,

Tefuryltrione + propyrsulfuron, tefuryltrione + pyrimisulfan,

Tefuryltrione + piroxasulfone, tefuryltrione + piroxuslam,

Tefuryltrione + Saflufenacyl, Tefuryltrion + Thien Cabazon,

Tefuryltrione + thiencarbazone-methyl,

Tefuryltrione + 3-chloro-N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -1-methyl-4- (5-methyl-5,6-dihydro-1 , 4,2-dioxazine-3-yl) -1H-pyrazole-5-sulfonamide,

Tefuryltrione + 3-({[5- (difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazol-4-yl] methyl} sulfonyl) -5,5 -Dimethyl-4,5-dihydro-1,2-oxazole,

Tefuryltrione + (2S) -2-4-[(6-chloro-1,3-benzoxazol-2-yl) oxy] phenoxy-N- (2-fluorophenyl) -N-methylpropanamide ,

Tefuryltrione + N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -6-ethyl-2-methylimidazo [1,2-b] pyridazine-3-sulfone amides,

Tefuryltrione + 3-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridin-3-yl} carbonyl) bicyclo [3.2.1] octane-2 4-dione,

Tefuryltrione + 2-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridin-3-yl} carbonyl) cyclohexane-1,3-dione.

In the herbicide formulations according to the invention, the active ingredient component (A) per hectare is generally in an applied amount in the range of 1 to 2000 g, preferably 10 to 500 g, and the component (B) is generally 1 to 2000 g per hectare, Preferably it is required to have from 1 to 500g application amount.

 The weight ratio of component (A) used to component (B) used can vary within a wide range. Preferably, the mass ratio is in the range from 1: 200 to 250: 1, in particular from 1: 200 to 250: 1. The appropriate weight ratio may depend on the respective application field, weed spectrum and the active substance combination used and can be determined by preliminary experiments.

The herbicide combinations according to the invention are very suitable for the selective control of harmful plants in rice crops.

The herbicide combinations according to the invention can be used in all types of applications customary for rice herbicides. They are particularly advantageously used for spray application and underwater application. For underwater applications, the bottom of the field is covered up to 30 mm already in the application. The herbicide formulations according to the invention are then treated directly with the crops, for example in the form of granules. Globally, spray application is mainly used for seeded rice and underwater application is mainly used for planted rice. Herbicide formulations according to the invention comprise a broad weed spectrum. They are, for example, Aegilops, Agropyron, Agrostis, Alopecurus , Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata , Ischaemum, Leptochloa, Lolium, Monochoria , Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum, Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella , Carduus, Cassia, Centaurea, Chenopodium , Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis , Papaver, Pharbitis, Plantago, Polygonum , Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, S phenoclea , Stellaria, Taraxacum , Thlaspi , Trifolium , Urtica , Veronica , Viola And Suitable for controlling annual and perennial harmful plants such as the genus Xanthium . The herbicide combinations according to the invention are also excellent for the control of harmful plants which are resistant to each herbicide.

Because of the herbicide properties of herbicide combinations, it can also be used for the control of harmful plants in crops of genetically modified plants or plants modified by conventional mutagenesis. Transgenic plants generally have special advantages, for example, resistance to certain pesticides, mainly to certain herbicides, to plant or causative agents of plant diseases such as certain insects or fungi, bacteria, viruses, etc. Distinguished by resistance. Other special features relate to quantity, quality, shelf life, composition and special ingredients, for example in harvested crops. Therefore, crops having transgenic plants or other fatty acid compositions with increased carbohydrate content or modified quality carbohydrates are known.

With regard to transgenic crops, the herbicide compounds according to the invention can be used for useful and ornamental plants such as wheat, barley, rye, oats, sorghum, rice and corn, or sugar beet, cotton For economically important transgenic crops of beans, rape, potatoes, tomatoes, peas and other vegetable crops.

Preferably, the herbicide combinations according to the invention can be used as herbicides in crops of useful plants, especially rice crops, which are resistant to the growth inhibitory effects of herbicides or have already been tolerated by genetic engineering.

The herbicidal formulations according to the invention are also distinguished in that the effective dosages of components (A) and (B) used in the formulation can be reduced for each dosage in order to reduce the required application amount of the active substance.

Another subject of the invention is a method of controlling unwanted plant growth, which includes applying at least one herbicide (A) and at least one herbicide (B) to harmful plants, parts of the plant or farmland.

The additive effect (synergism) occurs when herbicides of type (A) and (B) are used jointly. The action in the formulation has a stronger relationship than the sum of the actions of the respective herbicides (A) and (B). The synergistic effect allows for better control of harmful plants with a reduced amount of application, control of a broader weed spectrum including grass weeds, faster onset of herbicide action, longer lasting action, and one or less treatments. In addition, the applicable period may be extended. These properties are required in actual weed control in order to keep the crops free of unwanted competitive plants and thus increase and / or protect yields in terms of quality and quantity. With regard to the properties described above, these new formulations go beyond technical standards.

The herbicidal formulations according to the invention may be present in admixture of component (A) and component (B) with additional conventional formulation auxiliaries, where appropriate, which are diluted directly in water and used in a conventional manner or separately or in part. Individually formulated components may also be prepared in a "tank mix" by joint dilution with water.

Components (A) and (B) can be formulated in different ways depending on the specific biological and / or chemical / physical variables. For example, as general formulating possibilities, the following are possible: water soluble (WP), emulsion concentrate (EC), aqueous solution (SL), emulsions such as oil-in-water and water-in-oil emulsions, sprays (sprays) Solutions or emulsions, oily or aqueous dispersants, suspo emulsions, dusty powders (DP), seed powders, granules for soil application or spreading, water dispersible granules (WG), ULV preparations, microcapsules or waxes.

Each type of formulation is known in principle and is described, for example, in the following documents: "Winnacker-Kuehler," Chemische Technologie "[Chemical Technology], Volume 7, C. Hauser Verlag, Munich, 4th edition, 1986; van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying Handbook", 3rd Ed., 1979, G. Goodwin Ltd., London. Necessary formulation auxiliaries such as inert materials, surfactants, solvents and further additives are also known and are described, for example, in Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell, N.J .; H.v. Olphen, "Introduction to Clay Colloid Chemistry", 2nd Ed., J. Wiley & Sons, N.Y .; Marsden, "Solvents Guide", 2nd Ed., Interscience, N.Y., 1950; McCutcheon's, "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood, N. J .; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N. Y., 1964; Schoefeldt, "Grenzflaehenaktive Aethylenoxidaddukte" [Surface-active Ethylene Oxide Adducts], Wiss. Verlagsgesellschaft, Stuttgart, 1976; Winnacker-Kuehler, "Chemische Technologie" [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 4th Ed., 1986.

Based on these preparations, as a combination with further agrochemically active substances such as other herbicides, fungicides, or insecticides, and emollients, fertilizers and / or growth regulators, etc., for example in the form of ready mixes or tank mixes It can be prepared as.

Wetting agents can be dispersed uniformly in water and, in addition to the active substances, ionic or nonionic surfactants (wetting agents, dispersing agents), for example polyoxyethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanes Sulfonate or alkylbenzenesulfonate, sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalenesulfonate or sodium oleoylmethyltaurate As well as preparations containing diluents or inert substances.

Emulsion concentrates dissolve the actives in organic solvents, such as butanol, cyclohexanone, dimethylformamide, xylene or higher boiling aromatic compounds or hydrocarbons, and thus have one or more ionic or nonionic surfactants ( Emulsifier). What can be used as an emulsifier is, for example, calcium alkylarylsulfonates such as calcium dodecylbenzenesulfonate, or fatty acid polyglycol esters, alkylaryl polyglycol esters, fatty alcohol polyglycol esters, propylene oxide Nonionic emulsifiers such as / ethylene oxide condensates, alkyl polyesters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol esters.

Dusty powders are obtained by grinding the actives with finely divided solid materials, for example natural clays such as talc, kaolin, bentonite, pyrophyllite, or diatomaceous earth.

Granules may be sprayed with an active substance onto an adsorbent granulated inert substance, or the active substance concentrate may be applied to a surface of a carrier such as sand or kaolin or to a surface of the granulated inert substance, such as a polyvinyl alcohol, sodium It can be prepared by application using polyacrylate or other mineral oil. If a mixture containing fertilizer is desired, the appropriate active substance can also be granulated in a standard manner for the preparation of fertilizer granules.

Agrochemical compositions generally comprise from 0.1 to 99% by weight, in particular from 0.2 to 95% by weight of components (A) and (B), with typical concentrations depending on the type of preparation: Is, for example, approximately 10 to 95 weight percent and the remaining residue for 100 weight percent consists of standard formulation components. In the case of emulsion concentrates, the active substance concentration can be, for example, from 5 to 80 weight percent. Formulations, most of which are in dust form, contain 5 to 20 weight percent of the active substance and, in the case of sprayed solutions, approximately 0.2 to 25 weight percent of the active substance. In granules, such as dispersible granules, the content of the active substance depends in part on whether the active compound is present in liquid or solid form and which granulation aids and fillers are used. In water-dispersible granules, the content is generally 10 to 90 weight percent. In addition, the active substance formulations mentioned are, where appropriate, standard stickers in each case, wetting agents, dispersants, emulsifiers, preservatives, antifreezes, solvents, fillers, colorants, carriers, antifoams, evaporation inhibitors, pH adjusters. Or a viscosity modifier.

For use, preparations which are present in commercially available form are diluted, where appropriate, in a standard manner, for example water is used for hydrating agents, emulsions, dispersants, water dispersible granules. Typically, compositions in the form of dust, soil granules, granules for spraying and sprayed solutions are not further diluted with further inert materials before use.

Herbicide formulations may be applied to plants, plant parts, plant seeds or cropland (cropland), preferably green plants and green plant parts, if appropriate additionally to cropland.

One possibility is to co-apply the herbicide blend in the form of a tank mix, where the spray formulation obtained is obtained by mixing the optimally formulated concentrated formulation with water in the tank.

The common herbicide formulations of the herbicide combinations of components (A) and (B) according to the invention have the advantage that they can be applied more easily because the amounts of the components are already controlled in precise proportions with one another. Also, in the case of a tank mix of different formulations, the auxiliaries may be undesirably combined, but the auxiliaries in the formulations may be optimally matched with one another.

A. Formulation Examples

a) 10 parts by weight of component (A) or (B) or a mixture thereof and 90 parts by weight of talc, an inert material, were mixed and crushed in a hammer mill to obtain a dusty powder.

b) 25 parts by weight of component (A) or (B), or mixtures thereof, 64 parts by weight of kaolin containing quartz as inert material, 10 parts by weight of potassium lignosulfonate and sodium oleoylmethyltauri as a wetting and dispersing agent One part by weight of nate was mixed and ground in a pin mill to obtain a hydrating agent that could be easily dispersed in water.

c) 20 parts by weight of component (A) or (B), or mixtures thereof and 6 parts by weight of alkylphenol polyglycol ether (Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) Parts and 71 parts by weight of a paraffinic mineral oil (boiling range, for example approximately 255 to 277 ° C.), 71 parts by weight of a dispersion concentrate that can be easily dispersed in water by grinding to a finer than 5 microns in a friction reducing ball mill Got.

d) An emulsion concentrate was obtained from 15 parts by weight of component (A) or (B), or a mixture thereof, 75 parts by weight of solvent cyclohexanone, and 10 parts by weight of oxyethylated nonylphenol as an emulsifier.

e) 75 parts by weight of component (A) or (B), or mixtures thereof, 10 parts by weight of calcium lignosulfonate, 5 parts by weight of sodium lauryl sulfate, 3 parts by weight of polyvinyl alcohol and 7 parts by weight of kaolin, After grinding in a pin mill, the powder was granulated in a fluidized bed by spraying the powder with water, which is a granulation liquid, to obtain a water dispersible granule.

f) 25 parts by weight of component (A) or (B) or a mixture thereof, 5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium oleoylmethyltautinate 2 parts by weight, 1 part by weight of polyvinyl alcohol, 17 parts by weight of calcium carbonate and 50 parts by weight of water are homogenized in a colloid mill and pre-crushed, followed by grinding in a bead mill and thus the suspension obtained in the spray tower to a single material (single-substance). Sprayed and dried using a nozzle to obtain a water-dispersible granule.

B. Biological Examples

1. Action on weeds before germination

Seeds or root fragments of monocot and dicotyledonous weed plants were placed in sandy clay in pots and covered with soil. In the case of spray application, the composition, hydrating agent or emulsion concentrate prepared in the form of a concentrated aqueous solution on the surface of the covered soil, together with 600 to 800 I / ha (modified) water in the form of an aqueous solution, suspension or emulsion Amount was applied. From just after application to a few days, the test vessel had stretched to 30 mm above the ground surface. On the other hand, for water application (underwater), the ground in a closed test vessel was already covered with paddy fields up to 30 mm at the same time as the application. The active substance prepared here was added directly to the rice product, for example in the form of granules. After treatment, the pots were placed in a greenhouse and kept under good growing conditions for weeds. After a 3-4 week test period, the plant damage or germination damage was evaluated by visual comparison with the untreated control after germination of the test plants. As the test results show, the composition according to the invention showed very good pre-germination herbicide activity against a broad spectrum of weeds, including turf weeds. In this regard, it has often been observed that the action of the combinations according to the invention exceeds the sum of the action of herbicides when applied individually. The values observed in the test showed the action of the combination according to Colby at an appropriate and low dosage.

Assessment and judgment on the action of synergistic herbicides:

Herbicide activity of the active substance or mixture of active substances was evaluated by visual comparison of untreated control variants. In this regard, the damage and growth of all plant parts on the ground were also observed. Evaluations were performed in percent (100% action = all plants died; 50% action = 50% plants and green plants died; 0% action = no recognizable action = for untreated controls).

2. Action on weeds after germination

Seeds or root pieces of monocotyledonous and dicotyledonous weed plants were placed in sandy clay in pots and covered with soil to ensure good growth conditions (temperature, atmospheric humidity, water supply) in the greenhouse. Approximately three weeks after sowing, the test plants were treated with the compositions according to the invention. The composition according to the invention, formulated as a hydrating or emulsion concentrate, was sprayed at different doses with water of 600 to 800 I / ha (crystal) in a portion of the green plant for spray application. From just after application to a few days, the test vessel had stretched to 30 mm above the ground surface. On the other hand, for water applications (underwater applications), the ground in a closed test vessel was already covered with paddy fields up to 30 mm at the same time as the application. The active substance prepared here was added directly to paddy water. After the test plants were exposed to optimal growth conditions for an additional 3-4 weeks in the greenhouse, the effects of the preparations were evaluated by visual comparison with the untreated control. The composition according to the invention showed very good herbicide activity against a broad spectrum of economically important weeds, including grass weeds, even after germination. In this regard, it has often been observed that the action of the combinations according to the invention exceeds the sum of the herbicide action when applied individually. The values observed in the test showed the action of the combination according to Colby at an appropriate and low dosage.

3. Herbicide Action and Compatibility of Cultivated Plants (Field Test)

Cultivated plants were grown in fields on plotted land under natural field conditions, sowing or planting seed or root fragments of typical noxious plants or using natural weed attacks. Treatment of the compositions according to the invention was carried out after germination of harmful plants and cultivated plants, usually from spray application to water application (underwater application) in the 2- to 4-leaf stages; In some cases (as shown), the application of the respective active substances or combinations of active substances is carried out before germination, or in some cases sequentially before germination and / or after germination. After use, for example, 2, 4, 6 and 8 weeks after application, the action of the preparations was evaluated by visual comparison with the untreated control (see Evaluation in Example 1). The compositions according to the invention showed herbicide activity over a broad spectrum of economically important weeds, including grass weeds, even in field tests. The comparison shows that the combinations according to the invention have a larger herbicide action, in some cases even greater than the sum of the actions of each herbicide, and thus this is evidence for a synergistic effect. In addition, for much of the evaluation period, the action exceeded the expectations of Colby, and thus is evidence of synergy. In contrast, the cultivated plants were undamaged or only slightly damaged as a result of treatment with the herbicide composition.

With the combinations according to the invention, herbicide action has been frequently observed that exceeds the formal sum of herbicide action seen when applied alone to harmful plant species. It has also been observed in many cases that, in comparison with the individual preparations, less applied amounts of herbicide formulations are required to achieve the same action against harmful plants. The improvement of these actions, the improvement of the effects or the economics of the application amount is strong evidence of synergy.

If the observed activity already exceeds the formal sum of the values for an individual application test, they likewise exceed the expectations by Colby, which can be calculated according to the following formula and are considered as evidence of synergy (see also: "SR Colby in Weeds, 15 (1967)", pp. 20-22):

Where:

A, B = percent action of component A or B at a dose of a or b gram ai / ha.

E = percent expected at the dose of a + b gram ai / ha.

The observed values for the above test examples are larger than expected according to Colby.

The acronym LEFCH is Leptochloa chinensis, a harmful plant.

In addition to tefuryltrione, the following herbicides have been used in exemplary embodiments:

B1: amikabazone, B2: aminopyralide,

B3: aminocyclopyrachlor-methyl, B4: cyclosulfamuron,

B5: indaziflom, B6: flucetosulfuron,

B7: ippencabazon, B8: metamipop,

B9: Orthosulfamuron, B10: Phenoxsullam

B11: pinoxadene, B12: propysulfururon,

B13: pyraclonil, B14: pyrasulfol,

B15: pyrimisulfan B17: piroxasulfone,

B18: Piroxuslam, B19: Saflufenacil,

B20: 3-chloro-N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -1-methyl-4- (5-methyl-5,6-dihydro-1,4, 2-dioxazine-3-yl) -1H-pyrazole-5-sulfonamide,

B22: methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate,

B23: 3-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridin-3-yl} carbonyl) bicyclo [3.2.1] octane-2,4- Dion.

Action after germination compound Dose [g / ha] Action on LEFCH Estimates according to Colby Tefuryltrion 50 20% B1 12.5 10% Tefuryltrione + B1 50 + 12.5 60% 28% B2 7.5 30% Tefuryltrione + B2 50 + 7.5 75% 44% B3 50 10% Tefuryltrione + B3 50 + 50 50% 28% B4 50 20% Tefuryltrione + B4 50 + 50 65% 32% B5 2.5 25% Tefuryltrione + B5 50 + 2.5 55% 40% B6 2.5 20% Tefuryltrione + B6 50 + 2.5 77% 32% B7 50 25% Tefuryltrione + B7 50 + 50 55% 40% B8 75 15% Tefuryltrione + B8 50 + 75 65% 32% B9 30 40% Tefuryltrione + B9 50 + 30 55% 52% B10 15 20% Tefuryltrione + B10 50 + 15 65% 32% B11 10 15% Tefuryltrione + B11 50 + 10 60% 32% B12 50 30% Tefuryltrione + B12 50 + 50 65% 44% B13 75 30% Tefuryltrione + B13 50 + 75 85% 44% B14 12.5 30% Tefuryltrione + B14 50 + 12.5 65% 44% B15 50 20% Tefuryltrione + B15 50 + 50 55% 32% B17 7.5 15% Tefuryltrione + B17 50 + 7.5 45% 32% B18 15 20% Tefuryltrione + B18 50 + 15 55% 32% B19 3 8% Tefuryltrione + B19 50 + 3 45% 26% B20 50 15% Tefuryltrione + B20 50 + 50 75% 32% B22 50 10% Tefuryltrione + B22 50 + 50 60% 28% B23 12.5 25% Tefuryltrione + B23 50 + 12.5 60% 40%

Claims (7)

A) Tefuryltrione and its salts [component (A)] which are standard in the agricultural field;
B) herbicides amicarbazone, aminopyralide, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, cyclosulfamuron, flucetosulfuron, foramsulfuron, indipram, ipfencarbazone , Metamipop, orthosulfamuron, phenoxsullam, pinoxadene, pyrazulfol, propysulfuron, pyrimisulfan, pyroxasulfone, pyroxuslam, saflufenacyl, thiencarbazone, thiencarbazone-methyl , 3-chloro-N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -1-methyl-4- (5-methyl-5,6-dihydro-1,4,2 -Dioxazine-3-yl) -1H-pyrazol-5-sulfonamide, (2S) -2- {4-[(6-chloro-1,3-benzoxazol-2-yl) oxy] phenoxy} -N- (2-fluorophenyl) -N-methylpropanamide, 3-({[5- (difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4 -Yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2-oxazole, N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -6- to 2-methylimidazo [1,2-b] pyridazine-3-sulfonamide, 3-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridine- 3-yl} carbonyl) bicyclo [3.2.1] octane-2,4-dione, 2-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridine- 3-yl} carbonyl) cyclohexane-1,3-dione, and methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate A herbicide formulation comprising an effective amount of at least one compound [component (B)] in the group consisting of: The compound according to claim 1, wherein as component (B): amicarbazone, aminopyralide, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, cyclosulfamuron, flucetosulfuron, foramsulfuron , Indaziflom, ippencarbazone, metamipop, orthosulfamuron, phenoxalam, pinoxadene, pyrazulfol, propysulfuron, pyrimisulfan, pyroxasulfone, pyroxuslam, saflufenacyl, thien Carbazone, thiencarbazone-methyl, 3-chloro-N-[(4,6-dimethoxypyrimidin-2-yl) carbamoyl] -1-methyl-4- (5-methyl-5,6- Dihydro-1,4,2-dioxazin-3-yl) -1H-pyrazole-5-sulfonamide, (2S) -2- {4-[(6-chloro-1,3-benzoxazole-2 -Yl) oxy] phenoxy} -N- (2-fluorophenyl) -N-methylpropanamide, 3-({[5- (difluoromethyl) -1-methyl-3- (trifluoromethyl ) -1H-pyrazol-4-yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2-oxazole, N-[(4,6-dimethoxypyrimidine - 2-yl) carbamoyl] -6-ethyl-2-methylimidazo [1,2-b] pyridazine-3-sulfonamide, 3-({2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) pyridin-3-yl} carbonyl) bicyclo [3.2.1] octane-2,4-dione and 2-({2-[(2-methoxyethoxy) methyl] A herbicide composition comprising a herbicide selected from the group consisting of -6- (trifluoromethyl) pyridin-3-yl} carbonyl) cyclohexane-1,3-dione. The herbicide composition according to claim 1 or 2, wherein the combined weight ratio A: B of (A) and (B) is in the range of 1:50 to 500: 1. The herbicide composition according to any one of claims 1 to 3, wherein the combined weight ratio A: B of (A) and (B) is in the range of 1:20 to 50: 1. The herbicide composition according to any one of claims 1 to 4, comprising from 0.1 to 99 weight percent herbicides (A) and (B), and from 99 to 0.1 weight percent formulation agents standard in the field of plant protection. Unwanted plant growth, comprising applying at least one herbicide (A) and at least one herbicide (B) to a harmful plant, its plant part or cropland as a herbicide combination as defined in any one of claims 1 to 5. Control method. Use of a combination of herbicides (A) and (B) as defined in any one of claims 1 to 5 as herbicide composition for controlling unwanted plant growth.